Nitric Acid → 2-chloro-4-fluoro-5-nitrophenyl ethyl carbonate

HRID 607200Notes

Reaction equation

HRID 607200 reaction equation
[CH2:1]([O:3][C:4](=[O:14])[O:5][C:6]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][C:7]=1[Cl:13])[CH3:2].[N+:15]([O-])([OH:17])=[O:16]>S(=O)(=O)(O)O>[CH2:1]([O:3][C:4](=[O:14])[O:5][C:6]1[CH:11]=[C:10]([N+:15]([O-:17])=[O:16])[C:9]([F:12])=[CH:8][C:7]=1[Cl:13])[CH3:2]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 22740602HCID 22740602, compound

Product 1

HCID 37297642-chloro-4-fluoro-5-nitrophenyl ethyl carbonateYield 82%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
0 °C

Procedure

A solution of the product from Example 73A (0.88 g, 4.03 mmol) in concentrated sulfuric acid (2 mL) cooled in an ice bath was added fuming nitric acid (0.27 mL, 6.45 mmol) slowly to maintain the temperature at 0° C. The mixture was stirred for an additional 2 hours, then ice water (10 mL) was added to the solution and the resultant solid was collected by filtration washed with water and dried in a vacuum oven to provide the title compound (0.87 g, 82%).

Workup

  1. filtrationthe resultant solid was collected by filtration
  2. washwashed with water
  3. customdried in a vacuum oven

Sources & evidence

ORD record
ord-1f0ec59881ac488f982b2437bf13d08a
Source dataset
uspto-grants-2011_03
Patent number
US07915411B2

Reaction notes

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